Stilbestrol

Not to be confused with Diethylstilbestrol.
Stilbestrol
Names
Preferred IUPAC name
4,4′-[(E)-Ethene-1,2-diyl]diphenol
Other names
Dihydroxystilbene; 4,4'-Dihydroxystilbene, 4,4'-stilbenediol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C14H12O2/c15-13-7-3-11(4-8-13)1-2-12-5-9-14(16)10-6-12/h1-10,15-16H/b2-1+
    Key: XLAIWHIOIFKLEO-OWOJBTEDSA-N
  • C1=CC(=CC=C1C=CC2=CC=C(C=C2)O)O
  • c1cc(ccc1/C=C/c2ccc(cc2)O)O
Properties
C14H12O2
Molar mass 212.24388 g/mol
-130·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Stilbestrol, or stilboestrol, also known as 4,4'-dihydroxystilbene or 4,4'-stilbenediol, is a stilbenoid nonsteroidal estrogen[1] and the parent compound of a group of more potent nonsteroidal estrogen derivatives that includes, most notably, diethylstilbestrol (DES).[1][2][3] The term "stilbestrol" is often used incorrectly to refer to DES, but they are not the same compound.[2]

Stilbestrol itself is an active estrogen but is less potent than DES and other derivatives.[1]

  1. ^ a b c Noller KL, Fish CR (July 1974). "Diethylstilbestrol usage: Its interesting past, important present, and questionable future". Med. Clin. North Am. 58 (4): 793–810. doi:10.1016/s0025-7125(16)32122-8. PMID 4276416.
  2. ^ a b VITAMINS AND HORMONES. Academic Press. 1 January 1945. pp. 233–. ISBN 978-0-08-086600-0.
  3. ^ William John Edward Jessop (12 May 2014). Fearon's Introduction to Biochemistry. Elsevier. pp. 408–. ISBN 978-1-4831-9556-8.